Leuco derivatives of gallocyanin arylids, &amp;c., and process of making same.



mire S W FQRMERLY L. .DURAND, HUGUENIN & or BASEL, SWITZERLAND.

LEUCO DERIVATIVES 0F GALLocYANm REY-Luis, &c., SAME.

AND PRooEss, or MAKING Specification of Letters Patent.

' Patented m 27, 1909.

Application filed July 28, 1908. Serial No.

' derivates can be obtained, when the same arereduced in a medium, which onheating does not split ofi the amidoary group, as for instance dilute alcohol, dilute ethyltartrate, dilute formic acid, phenol, acetin etc., by

means of reducing agents which do not in-.

troduce an excess of free acid into the mass of reaction, as for instancehydrosulfites, hydrosulfite compounds or sulfoxylate compounds and the corresponding quantityof hydrochloric acid. Thus are obtained leuco derivatives of gallocyaninarylids -and of their sulfo derivatives which are stable and sufficiently pure. These new leuco derivatives dyechromium-mordanted fibers pure greenish-blue tintsj They have further the precious property of being fixed onv cotton by a very short steaming. In the form of hydrochlorids, they are soluble in water; as paste or powder they have a greenish appearance '"and the colors' of their solutions in sulfuric acid vary from orange to brownish-yellow and turn to deeper red on addition of an oxidizin agent. In presence of alkalies the new leuco derivatives Eire;

quickly oxidized by the oxygen of the air. I Theinvention is illustrated bythe following examples:

"xample I: To 200 liters. of dilute ethyl- .Qcohol introduced into an apparatus provided with a reflux cooler, are added w'hile stirring, 20 kilos of the gallo cyaninanilid obtained by condensing anilin with the.

product of reaction of nitrosodimethylanilin hydrochlorid with gallamid. The mass is then boiled for 1 to 2 hours while 8 kilds of hydrochloric-acid and 7 kilos of formaldehydc-hydrosulfite are gradually added. The reaction being terminated. the mass assumes a yellowish-green colon, The alcohol.

is then. distilled off, the product of reaction cooled down and the new leuco compound precipitated by addition of common salt. v

Example II: To '100 liters of distilled wateigand 100 liters of ethyltartrateintroduced into air apparatus provided with a reflux cooler are added 20 kilosof the gallocyanin'anilid obtained by heating anilin with the product ,of condensation of 'nitrosodiethylanilin 'hydrochlorid with 'gallamid. The reduction is effected and the resulting leuco derivative is isolatedas in Example I.

Example III: To a. solution of 200 liters of dilute ethylalcohol introduced into an apparatus provided with a reflux cooler are added, while stirring, 24 kilos-of the sulfo derivative of-the gallocyaninanilid obtained by condensing anilin with the product resulting from the condensation of nitrosQdimethyIanilin hydrochlorid with gall-- GHAItLES VAUGHER, OF- BASEL, SWITZERLAND, ASSIGNOR TO THE FIRM OF DYE-WORKS amid. The mass is then boiled for 1 to 2 hours, while adding gradually 8 kilos of hydrochloric acid and 7 kilos of formaldehyde-hydrosulfite. The reaction being accomplished, the mass becomes yellowish green.-- The alcohol is then distilled .ofi, the remaining mass cooled down and the new leuco derivative of common salt. In these examples the portions of the employed materials and duration of the heating may be varied Within certain limits. Instead of formaldehydehydrosulfite, pure hydrosulfite B. A. S. F, or other hydrosulfites, hydrosuliite compounds or sul foxylate compounds can .be employed;

hat I claim is: 'lfglhe', described process for the manufacture of leuco derivatives of gallocyaninarylids'and of their su-lfo. derivates consisting in heating the gall'ocyaninaryli'ds and "their sulfo derivates in an indifferent -memammal reducing agents in the absence of an excess of an acid capable to split ofi the amidoary group. I 2. The described process for the manufaclids and of their sulfo derivatives consisting in heating the gallocyaninaiiilids and their" sulfo derivates in an indifferent medium with precipitated by an addition 0 temperatures, pr0- I reducing agents in the absence of an excess i of greenish appearance and dissolving in of an acid capable to split off the amidoaryl l sulfuric acid to orange to brownish yellow group. solutions becoming deeper red on addition 3. As new products, the described leuco i of an oxidizing agent.

derivatives of gallocyaninarylids and of In witness whereof I have hereunto-signed their sulfo derivatives, dyeing chromium 1 my name this 17th day of July 1908, in the mordanted fibers pure greenish-blue tints i presence of two subscribing witnesses.

and having the property of being fixed on 5 CHARLES VAUCHER.

cotton by a short steaming, the said leuco de- 1 v \Vitnesses:

rivatives being in the form of hydrochlorids ERNST WAGNER,

soluble in Water, being in dry state powders l AMAND BITTER. 

